Triazinones from amidinoureas

A method of analyzing for an amidinourea of the formula:

• ##STR284## wherein R.sub.1 is aryl, aralkyl or 5 or 6 membered heterocyclic groups attached to the triazine through a lower alkylidene group;
• R.sub.3 and R.sub.4 are each independently selected from the group consisting of hydrogen, hydroxyl, acyl, an aliphatic or substituted aliphatic group, an aromatic group, an aliphatic or aromatic ether group or a 5 or 6 membered heterocyclic group;
• or together R.sub.3 and R.sub.4 are alkylidene or alkylidene interrupted by 1 or 2 hetero atoms which may be N, O or S so that R.sub.3 and R.sub.4 together with the nitrogen to which they are attached form a 3 to 7 membered ring containing 1 to 3 hetero atoms;
• in a composition containing said amidinourea in admixture with unknown substances which comprises preparing a sample of the composition for analysis by reacting the composition with a di-alkyl alkanoic acid amide-di-alkyl acetal of the formula:
• ##STR285## wherein R.sub.2 is hydrogen or lower alkyl;
• and each of R.sub.10 through R.sub.13 are lower alkyl or halo-lower alkyl;
• to convert said amidinourea substantially quantitatively to a 1,4-disubstituted-1,2-dihydro-1,3,5-triazine-2-one of the formula:
• ##STR286## wherein R.sub.1, R.sub.3 and R.sub.4 have the same meaning as above and R.sub.2 is hydrogen or lower alkyl;
• capable of being vaporized and separated from the other components of said composition and thereafter separating said 1,4-disubstituted-1,2-dihydro-1,3,5-triazine-2-one from the other components of said composition by vaporizing a solution of said composition and passing the vaporized composition, mixed with a carrier gas, through a gas chromatographic column to separate the ingredients of said composition on the column in order to determine the amount of amidinourea present in said composition by ascertaining the amount of 1,4-disubstituted-1,2-dihydro-1,3,5-triazine-2-one retained on the column.